Changes in drug 13C NMR chemical shifts as a tool for monitoring interactions with DNA

Eilis A. Boudreau, István Pelczer, Philip N. Borer, Gregory J. Heffron, Steven R. LaPlante

Research output: Contribution to journalArticlepeer-review

19 Scopus citations


The antibiotic drug, netropsin, was complexed with the DNA oligonucleotide duplex [d(GGTATACC)]2 to monitor drug 13C NMR chemical shifts changes. The binding mode of netropsin to the minor groove of DNA is well-known, and served as a good model for evaluating the relative sensitivity of 13C chemical shifts to hydrogen bonding. Large downfield shifts were observed for four resonances of carbons that neighbor sites which are known to form hydrogen bond interactions with the DNA minor groove. Many of the remaining resonances of netropsin exhibit shielding or relatively smaller deshielding changes. Based on the model system presented here, large deshielding NMR shift changes of a ligand upon macromolecule binding can likely be attributed to hydrogen bond formation at nearby sites.

Original languageEnglish (US)
Pages (from-to)333-344
Number of pages12
JournalBiophysical Chemistry
Issue number3
StatePublished - Jun 1 2004


  • A, adenosine
  • C, cytidine
  • Carbon
  • Chemical shift
  • Deoxyribo nucleic acid (DNA)
  • Drug
  • G, guanosine
  • H-bond, hydrogen bond
  • Inhibitor
  • Ligand
  • Netropsin
  • Nmr, nuclear magnetic resonance
  • Nuclear magnetic resonance (NMR)
  • T, thymidine
  • δ, chemical shift

ASJC Scopus subject areas

  • Biophysics
  • Biochemistry
  • Organic Chemistry


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